JOB OPENINGS

Check out our current job postings below:

  • SailMaine seeks an experienced, strategic, and relationship-driven Development Director to lead and grow the organization’s fundraising program during a period of expansion and long-term planning. Building on a strong 30-year foundation and recent fundraising momentum, the Development Director will strengthen annual philanthropy, expand major and leadership giving, deepen foundation partnerships, and position SailMaine for future capital initiatives, including long-term plans for a waterfront facility.

    This senior leadership role is responsible for designing and executing a comprehensive, multi-year fundraising strategy aligned with SailMaine’s mission and strategic plan. The Development Director will personally manage a portfolio of leadership and major gift prospects, partnering with the Executive Director and Board members to cultivate, solicit, and steward donors.

    The Director will supervise one development team member, collaborate closely with senior leadership on communications and strategic initiatives, and build systems that ensure long-term financial sustainability and growth.

    The full job description can be found here

    This is a permanent, full-time position with benefits including health insurance, vacation and sick time, and paid holidays. The annual starting salary range for this role is $77,000 to $90,000 commensurate with experience. SailMaine will support the Director’s professional growth.

    To apply, please send a cover letter and resume, as separate PDF attachments, to jobs@sailmaine.org with “Development Director” as the subject. Application review will begin on April 4 and continue until the position is filled.

    SailMaine is committed to maintaining a diverse workforce and an inclusive work environment. We are committed to equal opportunity for all applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, or other legally protected characteristics.

  • SailMaine is seeking a reliable and motivated Seasonal Maintenance Worker to assist with the upkeep and maintenance of our fleet, facilities, and associated equipment. This is a hands-on, outdoor-oriented role ideal for someone who enjoys problem-solving, learning practical skills, and working around boats in a dynamic environment.

    The position reports directly to the Fleet & Facilities Manager.

    Responsibilities include:

    The Seasonal Maintenance Technician will assist with the maintenance and repair of SailMaine’s boats and related gear. Duties may include work in the following areas:

    • Fiberglass and gelcoat repair

    • Engine maintenance and basic mechanical work

    • Bottom painting

    • Buffing and waxing

    • Sail repair

    • Standing and running rigging

    • Trailer maintenance and repair

    • Minor electrical work

    • Basic hand tool skills a huge plus

    Training will be provided on the job. Prior experience in any of these areas is helpful but not required.

    More info can be found here

    Send cover letter and resume to jobs@sailmaine.org

  • Come join the SailMaine team and share your passion for sailing with kids on Casco Bay! The SailMaine Junior Program’s focus is to introduce children to the love of sailing both recreationally and competitively, teaching ages 5-17 on Cape Cod Frosties, Optimists, 420s, Club 420s, Lasers, and J/22s. We are looking for instructors who are enthusiastic, reliable, professional, and enjoy being part of a team. The season begins mid June and ends mid/late August, with opportunities to continue employment.

    Responsibilities include:

    • Planning lessons and running class from 8:30am–4:30pm from Monday-Friday for 8 two-week sessions.

    • Work with Program Director to implement curriculum throughout the summer.

    • Provide general maintenance of sailboats and powerboat assigned to your class.

    • Time commitment is ~40 hours/week for the duration of the season; occasional limited duties out of season.

    • Assist setting up and breaking down sailing area before and after the season.

    • Participate in “staff week” (mid June)

    The successful applicant will:

    • Have a strong background in dinghy sailing.

    • Enjoy the challenges and joys of working with children.

    • Be capable of general boat maintenance.

    • Pass a background check.

    • Be competent in operating a powerboat.

    • Have current First Aid/CPR/AED certification, or at minimum the ability to acquire such certification by the first practice.

    • Level 1 US Sailing certification is required.

    • Ability to work on a team

    Fill out our application and send cover letter and resume jobs@sailmaine.org

  • SailMaine’s adult sailing instructor will teach sailing to adults and families aboard our fleet of J/22s. You will work with groups of 2 to 4 clients at a time, and many of them will have no previous sailing experience. We are looking for instructors who are competent, professional, timely, and have a passion for community sailing. Our season begins in late May and ends in October.

    RESPONSIBILITIES

    • Working with SailMaine’s curriculum to make it your own, teaching 16 hour learn-to-sail classes over three or four days.

    • Working with adults and families during two to four hour lessons.

    • Ensuring a fun, safe, and educational environment for everyone in your class.

    • Communicating with SailMaine staff about boat issues and class activities.

    • Attending occasional paid training sessions held at SailMaine.

    REQUIREMENTS

    • Have a strong background in sailing, and will have taught or coached sailing previously.

    • Have a Current US Sailing Level 1 certification or higher (preferred).

    • Bring an enthusiastic, positive attitude to the job.

    • Have strong knowledge of safe boating practices.

    • Pass a background check.

    For the right candidate, we will work to develop a schedule that meets your needs.

    PAY

    Compensation starts at $18/hour

    For more info and to apply email jobs@sailmaine.org

  • SailMaine is seeking applicants for a part-time seasonal Office Coverage to support our summer staff. We are looking for a responsible person who is competent and professional. The season begins in late May and ends mid-October. Email jobs@sailmaine.org to apply.

    Responsibilities include:

    • Answering phones

    • Customer Service

    • Handling monetary transactions

    • Making rental reservations

    • Shuttling renters to and from sailboats

    • Assuring rental boats are secured

    • Other tasks as directed

    The successful applicant will:

    • Have a background or interest in sailing

    • Be competent in operating a powerboat (or desire to learn)

    • Have excellent customer service and communication skills

    • Be available to work weekdays and weekends

    • Have basic computer skills

    • Have a valid driver's license

    • Pass background check

    • Ability to lift 25 pounds or more

  • SailMaine is seeking an energetic, hard-working, organized Seasonal High School Sailing Coach who has demonstrated racing skill backed by a passion for teaching and inspiring the next generation of sailors.

    RESPONSIBILITIES

    • Responsible for the overall leadership and development of assigned High School Racing Team

    • Conduct practices, operate equipment, and conduct proper use of the facility at all times, as well as interact with parents and school administrators

    • Collaborative coaching is encouraged

    • Specific duties include planning, organization, training, and assessment of sailing activities

    • Required to participate in a minimum of three afternoons a week for practice and four weekend days throughout the season for regattas at SailMaine

    • Additional tasks as required or instructed

    REQUIREMENTS

    • Bachelor’s degree and college sailing experience preferred

    • US Sailing Level 1, 2 or 3 preferred

    • First Aid/CPR/AED required

    • Ability to pass a background check

    • Effective communicator in person, phone, and online

    • Ability to work collaboratively with staff members and the Program Director

    • Proficiency with dinghy racing and a history of racing/coaching success

    • Ability to take and pass Heads Up concussion training + USOC safe sport programs

    • Ability to safely operate a powerboat

    COACHING / TRAINING DUTIES

    • Facilitate curriculum implementation under guidance of Program Director

    • Act as a Team Coach for assigned HS team and general 420 high school racing program

    • Keep current on policies, rules, and schedules (which may include meetings) for NESSA, ISSA, US Sailing, and applicable one design class rules.

    • Promote SailMaine within the community through active participation

    • Manage day-to-day communication for team

    • Arrange team rosters and calendar in conjunction with Team Parent Coordinators and Program Director

    • Maintain equipment required for sailing, teaching, and support of coaching duties

    • Support and manage specified HS racing events

    • Additional duties as required or assigned

    • Compensation based on sailing/coaching experience

    PAY

    Compensation based on sailing/coaching experience

    APPLY

    Please send a resume to jobs@sailmaine.org